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Local Getaways
Find the best hotels within 350 miles for a spontaneous adventure.
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Hip
DAILY DROP
The Hoxton, Chicago
$385
95%
|
–
West Loop
was on HT
$609
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
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Unavailable
Hip
DEAL
Sophy Hyde Park
$180
98%
|
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Hyde Park
was on HT
$327
Far enough from downtown but still only a 15 minute drive to the Loop, this hotel is Inspired by its university-centric surroundings, incorporating elements of music, math, art and literature.
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Basic
DEAL
Hampton Inn Chicago Orland Park
$110
93%
|
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West Side
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1 Room Left
Charming
DEAL
Wicker Park Inn
$170
94%
|
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Wicker Park
Drops ya in the heart of a vibrant, trendier-than-thou ‘hood teaming with vintage shopping, cool eateries & hoppin’ nightlife.
Unavailable
3 Rooms Left
Luxe
DEAL
Pendry Chicago
$323
96%
|
–
Loop
Bar Pendry's a loungey spot for a late-night glass of wine. Pro tip: seasonal rooftop bar's a must-do in the warmer months.
Unavailable
Basic
DEAL
Majestic Hotel
$125
84%
|
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Lakeview
was on HT
$9,989
On a quiet residential street, providing a relaxing respite in the bustling city.
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21c Museum Hotel Chicago
$199
95%
|
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Downtown
was on HT
$399
This boutique hotel also houses its very own art museum filled with 21st-century pieces from emerging artists.
Unavailable
Luxe
Viceroy Chicago
$445
97%
|
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Gold Coast
It's shimmery and glittering. Makes sense for the Gold Coast locale.
Unavailable
1 Room Left
Solid
DEAL
The Chicago Hotel Collection - Magnificent Mile
$105
84%
|
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Magnificent Mile
was on HT
$267
Modern design and bohemian-chic flair flow throughout this vibrant atmosphere.
Unavailable
Solid
The Royal Sonesta Chicago River North
$296
94%
|
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River North
was on HT
$324
Sophisticated and chic, with just enough quirk to keep things cool.
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Solid
Holiday Inn Express & Suites CHICAGO - OAK FOREST
$119
100%
|
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North Side
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2 Rooms Left
Hip
The Allegro Royal Sonesta Hotel Chicago Loop
$269
90%
|
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Loop
was on HT
$314
A historic gem in the heart of Chicago’s downtown Theatre District, this boutique haven boasts lavish theatrics all its own with its elegant hobnobbing and glamour.
Unavailable
Basic
Level Chicago - River North
$369
93%
|
–
Downtown
You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.
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1 Room Left
Charming
House 5863
$209
93%
|
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Edgewater
was on HT
$261
Urban-contemporary style and sleek, arty shared living room – this is definitely not your grandma’s B&B.
Unavailable
Hip
The Hoxton, Chicago
$495
95%
|
–
West Loop
was on HT
$609
This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.
Unavailable
2 Rooms Left
Solid
LEVEL Chicago - Old Town
$379
89%
|
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Downtown
Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.
Unavailable
Basic
Sonesta Simply Suites Chicago Waukegan
$119
82%
|
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Downtown
Suite-style rooms offer up max 'home away from home' vibes.
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Luxe
The Ritz-Carlton, Chicago
$615
95%
|
–
Magnificent Mile
Can’t-be-beat address on the Magnificent Mile (!).
Unavailable
Solid
Club Quarters Hotel Central Loop, Chicago
$288
85%
|
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Loop
Chicago biggies like the Symphony Center & Willis Tower (skydeck is a must!) are within walking distance.
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Solid
Level Chicago - Fulton Market
$499
89%
|
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Downtown
The outdoor pool takes vacay vibes to new heights.
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3 Rooms Left
Solid
Aloft Chicago Mag Mile
$359
91%
|
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Downtown
Stellar Mag Mile location puts the city's best eateries and endless shopping on your doorstep.
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Hip
Freehand Chicago
$211
83%
|
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River North
was on HT
$260
Style in this 20s-era gem is trendy in a laid-back kinda way. And it’s perfectly placed in a venture-worthy boutique-and-gallery-dotted ‘hood.
Unavailable
Solid
Crowne Plaza Chicago Metro Downtown
$269
88%
|
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Loop
was on HT
$304
Right on Restaurant Row in Greektown. That deserves an emphatic 'opa!'.
Unavailable
2 Rooms Left
Solid
Club Quarters Hotel Wacker at Michigan, Chicago
$275
84%
|
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Loop
Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).
Unavailable
Basic
DEAL
St. Clair Hotel - Magnificent Mile
$229
82%
|
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Downtown
was on HT
$341
Modern interiors within a cool old building, ideally situated in the heart of the city, steps from the Magnificent Mile.
Unavailable
Solid
ACME Hotel Company Chicago
$299
93%
|
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River North
was on HT
$319
Playful-meets-industrial-chic design with bold, colorful and artistic accents.
Unavailable
Luxe
Omni Chicago Hotel
$404
90%
|
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Magnificent Mile
was on HT
$450
Ideal Mag Mile address just steps from endless shopping & world-class eateries.
Unavailable
2 Rooms Left
Solid
River Hotel
$275
86%
|
–
Loop
was on HT
$306
Excellent authentic Italian resto onsite with fab deep dish pizza (natch).
Unavailable
Solid
Courtyard by Marriott Chicago at Medical District / UIC
$339
92%
|
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Downtown
Spot-on location for all things medical campus – near UIC Chicago and Rush. PS: Little Italy dining nearby too(!).
Unavailable
Basic
Holiday Inn Hotel & Suites Chicago Downtown
$349
82%
|
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Loop
was on HT
$409
Hit nearby Lou Mitchell’s for breakfast. It’s a Chicago institution and the starting point of Route 66.
Unavailable
Solid
Holiday Inn Chicago Mart Plaza River North
$329
96%
|
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River North
was on HT
$369
All rooms are at least 15 stories above the city. Street noise? Nuh-uh.
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Denver,
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